تفاعل #63656

ord-4b70fc487a3443fe95164de88ca8f8c3

معادلة التفاعل

O=Cc1ccccc1-c1nc(-c2ccccc2)cs1
2-(o-formylphenyl)-4-phenylthiazole
COC(OC)c1ccccc1C#N
o-dimethoxymethylbenzonitrile
S
H2S
COC(OC)c1ccccc1C(N)=S
o-dimethoxymethylthiobenzamide

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

A solution of 2.65 g of 2-(o-formylphenyl)-4-phenylthiazole [M.P. 99°-100°; obtainable by reacting o-dimethoxymethylbenzonitrile with H2S to give o-dimethoxymethylthiobenzamide (M.P. 100°-102°), reacting the latter with α-bromoacetophenone to give o-dimethoxymethylthiobenzoic acid imide S-phenacyl ester (oil), and cyclizing the latter to give 2-(o-dimethoxymethylphenyl)-4-phenylthiazole by boiling with methanol and subsequent hydrolysis with aqueous hydrochloric acid], 1.06 ml of 33% aqueous ammonia, 2.32 g of methyl acetoacetate and 120 ml of methanol is boiled for 18 hours and evaporated. Treating the residue with ether gives 2,6-dimethyl-3,5-dimethoxycarbonyl-4-o-(4-phenyl-2-thiazolyl)-phenyl-1,4-dihydropyridine, M.P. 145°-148° (decomposition).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04766213uspto-grants-1988_08